$140 Find Cheap Flights from Greenville to Caribbean Islands - Compare and Save

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Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$501
Santo Domingo
Santo Domingo1 stop$550
Montego Bay
Montego Bay1 stop$412
Oranjestad
Oranjestad1 stop$515
Nassau
Nassau1 stop$423
Kingston
Kingston1 stop$802
Providenciales
Providenciales1 stop$634
Port of Spain
Port of Spain1 stop$610
George Town
George Town1 stop$651
Willemstad
Willemstad1 stop$527
Aguadilla
Aguadilla3 stops$751
St. John's
St. John's1 stop$777
Punta Cana
Punta Cana1 stop$501
Santo Domingo
Santo Domingo1 stop$550
Montego Bay
Montego Bay1 stop$412
Oranjestad
Oranjestad1 stop$515
Nassau
Nassau1 stop$423
Kingston
Kingston1 stop$802
Providenciales
Providenciales1 stop$634
Port of Spain
Port of Spain1 stop$610
George Town
George Town1 stop$651
Willemstad
Willemstad1 stop$527
Aguadilla
Aguadilla3 stops$751
St. John's
St. John's1 stop$777
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

No, with an average price for the route of $352, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

The cheapest month for flights from Greenville to Caribbean Islands is November, when tickets cost $572 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $813 and $808 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 6 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

September

Cheapest flight

$140
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Greenville to Caribbean Islands

 
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8557 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

4.0 OkayAlexander, Sep 2026
Read more Delta reviews

Both legs on the way were smaller planes, each had a mechanical issue causing a delay

Delta exceeded my expectations! I am beyond satisfied. Thank you!

Delta staff was exceptionally helpful and considerate. However, the first two of three flight legs were delayed making connections tentative and stressful.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

I just can’t understand why are you sell to many tickets ???? We had to wait 2 hours before 13 people from our flight take money and go to next day flight!

The only real hiccups in the flight were things beyond Delta’s control - turbulence which delayed food service and a departure delay caused by some VIP plane which stopped all departures and landings for 30 minutes - and was never explained to us by the crew. Otherwise good flight. I would fly Delta again.

The plane was frigid, and leaked water from the ceiling all over me and my seat.

Upset about cancel to St. John’s and no overnight accomodation

The crew was great. The food was typical, but decent. Everything else - mediocre to poor. The flight was late arriving - happily for us and our 49 minute connection (what idiot came up with that?)- in another concourse - that concourse changed before we arrived (ticket and app was showing the incorrect gate - when we boarded at the correct gate - known by the airport person pushing my assistance cart). Had I walked and read the screens or United app I would have missed the flight! May other people arrived late to the correct gate, having been victims of a last minute gate change, were also relieved the flight arrived late. The aircraft (Boeing 757) was a sardine-can due to an uncomfortable seat pitch distance. The material or seat was beyond not comfortable, but I'm sure they made a lot of money with that aircraft type. I spent a lot of time standing in the back (in the middle of the night/morning to rest my back). I learned my lesson - any trans-oceanic fight - avoid United or American Airlines - and look for Airbus or Boeing 737, 767, 777. Also, pay for business class or premium coach seating.

Great Brasilia aircraft - not a Boeing 757 like the next part of the flight. Flight from MCI to IAD was great, on-time, comfortable, did I mention that? The flight from IAD to EDI was painful. One of the reasons I won't fly United again? Boeing 757, with a seat pitch and material that was horrendous. Worst aircraft ever, made worse by United sardine-can tight seating. Oh, and the connection window, 45 minutes, really? At IAD, in different concourses? What idiot came up with that flight scenario? Happily, (for me and my travel insurance people) the flight was late (reminiscent of American Airlines). The crew was professional and courteous.

Crew was great. Seats are cramped and uncomfortable and I’m a small person.

Awful. Delay after delay. And then again on the tarmac.

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

I paid extra for a seat up front and at last minute was moved to the 2nd to last row - which I could have had for free. No reason and no refund. Really great customer service American

The first flight was delayed by an hour and a half, so we missed the second flight. They rebooked us on the later flight and I have to sit in the middle for more than 5 hours. Terrible experience. No more American Airlines.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Would have thought that they would gas up plane before everyone got on board

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

When my flight was delayed due to weather, I was rebooked to another flight since it showed that I would miss my connection. It was a lot of work to get back onto my originally connecting flight which was also delayed. That part caused a lot of stress and frustration. The ticketing agent at the desk was not very helpful.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental